Literature DB >> 11463323

Oxidative ring cleavage of cyclic acetals with hypervalent tert-butylperoxy-lambda(3)-iodanes.

T Sueda1, S Fukuda, M Ochiai.   

Abstract

[reaction: see text] Exposure of cyclic acetals to 1-tert-butylperoxy-1,2-benziodoxol-3(1H)-one in the presence of tert-butyl hydroperoxide and potassium carbonate in benzene at room temperature results in oxidative ring cleavage to glycol monoesters via intermediate tert-butylperoxy ortho esters.

Entities:  

Year:  2001        PMID: 11463323     DOI: 10.1021/ol016202x

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

Review 1.  Chemistry of polyvalent iodine.

Authors:  Viktor V Zhdankin; Peter J Stang
Journal:  Chem Rev       Date:  2008-12       Impact factor: 60.622

2.  Addition to electron deficient olefins of alpha-oxy carbon- centered radicals, generated from cyclic ethers and acetals by the reaction with alkylperoxy- lambda(3)-iodane.

Authors:  Takuya Sueda; Yasunori Takeuchi; Takashi Suefuji; Masahito Ochiai
Journal:  Molecules       Date:  2005-01-31       Impact factor: 4.411

  2 in total

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